The reaction of 2-methyl-2-nitrosopropane and related species with organoboranes: a ready cis-elimination of alkene from trialkylboranes
- 1 January 1971
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- p. 3475-3479
- https://doi.org/10.1039/j39710003475
Abstract
2-Methyl-2-nitrosopropane undergoes a remarkably ready reaction at room temperature with a trialkylborane to bring about the elimination of one B-alkyl group as alkene. The reaction involves stereospecific cis-elimination and may have synthetic utility. Di-t-alkyl nitroxides react only slowly with trialkylboranes at ambient temperatures. Diethylhydroxylamine and cyclohexanone oxime react rapidly at 35° with trialkylboranes to cleave off one alkyl group as alkane.Keywords
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